Dichloromethane methanol ammonium hydroxide → HCID 44235509, compound

HRID 873690Notes

Reaction equation

HRID 873690 reaction equation
Br[C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([C:13]3[CH:14]=[CH:15][CH:16]=[C:17]([S:19]([NH:22][Si](C(C)(C)C)(C)C)(=[O:21])=[O:20])[CH:18]=3)=[O:12])=[CH:8][CH:9]=2)[N:4]([Si](C(C)(C)C)(C)C)[CH:3]=1.C(Cl)Cl.CO.[OH-].[NH4+:43]>>[CH3:8][C:7]1[CH:6]=[C:5]([C:2]2[C:10]3[C:5](=[CH:6][C:7]([C:11]([C:13]4[CH:18]=[C:17]([S:19]([NH2:22])(=[O:21])=[O:20])[CH:16]=[CH:15][CH:14]=4)=[O:12])=[CH:8][CH:9]=3)[NH:4][CH:3]=2)[CH:10]=[CH:9][N:43]=1

Participants

3

Reactant 2

HCID 21896990Dichloromethane methanol ammonium hydroxideHCID 66850407HCID 66850407, compound

Product 1

HCID 44235509HCID 44235509, compound

Procedure

3-[3-(2-Methyl-pyridin-4-yl)-1H-indole-6-carbonyl]-benzenesulfonamide is prepared from 0.25 g of 5-[3-bromo-1-(tert-butyl-dimethyl-silyl)-1H-indole-6-carbonyl]-N-(tert-butyl-dimethyl-silyl)-benzenesulfonamide according to the procedure described in Example 6 (microwave irradiation at 150° C. for 5 min). MS (m/z): 390 (M−1); Rf 0.19 (90:10:1 methylene chloride/methanol/ammonium hydroxide)

Workup

  1. customdescribed in Example 6 (microwave irradiation at 150° C. for 5 min)

Sources & evidence

ORD record
ord-5e38055d675f4ef49994d5e31267ec2c
Source dataset
uspto-grants-2015_03
Patent number
US08975439B2

Reaction notes

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